Flexible Work Arrangements Jobs in Chicago, IL

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Looking for Flexible Work Arrangements jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Arrangements position in the Chicago, IL area.

Senior SEO Specialist

Company: Darwill, Inc.

Location: Oakbrook Terrace, IL

Posted Sep 12, 2025

Bachelor’s degree in Marketing or similar field. Generate regular performance reports and actionable insights for stakeholders using SEO tools and data…

Senior Manager, Analytics

Company: Fortune Brands

Location: Deerfield, IL

Posted Sep 12, 2025

This role is responsible for overseeing the design, development, and implementation of analytics initiatives, ensuring data accuracy and integrity, and driving…

WordPress Developer

Company: Straight North, LLC

Location: Downers Grove, IL

Posted Sep 12, 2025

You will collaborate closely with designers, copywriters and project managers to bring concepts to life, ensuring seamless integration of design and…

Commercial Lines Customer Service Agent (Required to have an active Property & Casualty license)

Company: InsureOne Insurance Services America LLC

Location: Oak Lawn, IL

Posted Sep 12, 2025

Candidates must hold an active Property & Casualty license to qualify for this position. An active Property & Casualty license is required for consideration.

Production Designer, Print & Digital

Company: Tonic3

Location: Schaumburg, IL

Posted Sep 12, 2025

Bachelor’s degree in Graphic Design, Visual Communications, or a related field. Support the implementation and maintenance of design systems and component…

Carpenter (Installer) Windows, Roofing, Siding or Gutters

Company: Great Day Improvements: A Family of Brands

Location: Downers Grove, IL

Posted Sep 13, 2025

Valid driver’s license and maintain a good driving record. Must have all tools required for siding installation. Must have clean unmarked vehicle.

IT Compliance Analyst

Company: Ryerson Inc

Location: Lisle, IL

Posted Sep 13, 2025

Must have a Bachelor’s of Science in Information Technology or related field. CISA certification or ability to take CISA highly preferred.

Mold Machine Operator 2nd shift

Company: S & C Electric Company

Location: Chicago, IL

Posted Sep 13, 2025

You will frequently use hand and power tools such as knives, scrapers, engravers and air-impact tools. Use hand tools like files, hammer, scrapper, air nozzle…

Data Analyst

Company: Ascendion

Location: Chicago, IL

Posted Sep 12, 2025

Our engineering, cloud, data, experience design, and talent solution capabilities accelerate transformation and impact for enterprise clients.

Software Engineer - OPS & Automation

Company: S&S Activewear LLC

Location: Bolingbrook, IL

Posted Sep 12, 2025

Apply industry best practices and techniques to design, develop, test, deploy, support, and maintain custom developed suite of dot Net applications based on…

Dashers - Sign Up and Start Earning

Company: DoorDash

Location: Chicago, IL

Posted Sep 15, 2025

Deliver with DoorDash and earn extra cash while being your own boss. Whether you’re looking for a side hustle or a full-time gig, delivering with DoorDash gives…

Junior Production Designer

Company: MJ Holding Company LLC

Location: Bridgeview, IL

Posted Sep 12, 2025

A bachelor’s degree in Graphic Design, Visual Communications or a related field is required. This role is responsible for assisting the Creative Services team…

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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